New Jobs:

- Sr Scientist (VenatoRx)

- Chemist (Frontier)

- Research Chemist (Chevron)

- Chemist I (Anaspec)

Latest Internships:

- Relay

  (Med Chem)


  (Med Chem)

Amine to Amide



Carboxylic Acid to Acid Chloride


  1. The base deprotonates the carboxylic acid.
  2. The resulting carboxylate attacks the T3P.
  3. The amine attacks the now activated carboxylic acid derived intermediate.
  4. A second equivalent of base picks up the excess proton to provide the amide.

Key Points:

  1. Base is needed for the rxn to proceed.
  2. The resulting T3P by-pdt is easily removed by aqueous work-up (usually two H2O washes is enough). The by-pdt can poison downstream rxns involving a catalyst (i.e. Pd catalyzed rxns) so care should be taken to remove most of it.